ChemicalBook > CAS DataBase List > Phloretin

Phloretin

Product Name
Phloretin
CAS No.
60-82-2
Chemical Name
Phloretin
Synonyms
Floretin;Phloretol;Dihydronaringenin;3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one;oretin;RJC 02792;PHLORETIN;Phloridin;Asebogenol;NSC 407292
CBNumber
CB4161608
Molecular Formula
C15H14O5
Formula Weight
274.27
MOL File
60-82-2.mol
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Phloretin Property

Melting point:
~260 °C
Boiling point:
337.26°C (rough estimate)
Density 
1.1827 (rough estimate)
FEMA 
4390 | 3-(4-HYDROXYPHENYL)-1-(2,4,6-TRIHYDROXYPHENYL)PROPAN-1-ONE
refractive index 
1.573-1.575
storage temp. 
2-8°C
solubility 
Acetonitrile (Slightly), Methanol (Slightly)
form 
Powder
pka
7.16±0.40(Predicted)
color 
White to beige
Odor
odorless
Water Solubility 
soluble
JECFA Number
2022
Merck 
14,7326
BRN 
1887240
InChIKey
VGEREEWJJVICBM-UHFFFAOYSA-N
LogP
3.50
CAS DataBase Reference
60-82-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26-36
WGK Germany 
3
F 
3-10
HazardClass 
IRRITANT
HS Code 
29145090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL82624
Product name
Phloretin
Purity
phyproof? Reference Substance
Packaging
100MG
Price
$262
Updated
2024/03/01
Sigma-Aldrich
Product number
524488
Product name
Phloretin
Purity
A cell-permeable inhibtor of protein kinase C (IC = 20-50 μM).
Packaging
200mg
Price
$172
Updated
2024/03/01
Sigma-Aldrich
Product number
91897
Product name
Phloretin
Purity
analytical standard
Packaging
10mg
Price
$78.4
Updated
2022/05/15
TCI Chemical
Product number
P1966
Product name
Phloretin
Purity
>98.0%(HPLC)
Packaging
1g
Price
$22
Updated
2024/03/01
TCI Chemical
Product number
P1966
Product name
Phloretin
Purity
>98.0%(HPLC)
Packaging
5g
Price
$62
Updated
2024/03/01
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Phloretin Chemical Properties,Usage,Production

Chemical Properties

Crystalline Solid

Chemical Properties

White to pale yellow solid.

Uses

As glucose transport inhibitor, Phloretin can inhibits protein kinase C and has been shown to inhibit the entry of five enveloped viruses into human fibroblasts.

Uses

Phloretin has been used:

  • to study its effect on the 2-[N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-d-glucose (2-NBDG) and 2-[N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-l-glucose (2-NBDLG) uptake
  • to incubate microvesicles in order to inhibit GLUT1 (glucose transporter 1)-mediated transport in radioactive ligand up-take assay
  • as a component of KRH buffer to stop glucose uptake by trophoblast cells in vitro

Definition

ChEBI: Phloretin is a member of the class of dihydrochalcones that is dihydrochalcone substituted by hydroxy groups at positions 4, 2', 4' and 6'. It has a role as a plant metabolite and an antineoplastic agent. It is functionally related to a dihydrochalcone.

General Description

Phloretin is a dihydrochalcone flavonoid with antioxidant activity usually found in apples and apple-derived products. It is extensively used for peroxynitrite scavenging and the inhibition of lipid peroxidation. It has been found to inhibit the growth of several cancer cells and induce apoptosis of B16 melanoma and HL60 human leukemia cells.

Biological Activity

phloretin is a dihydrochalcone, a type of natural phenols which can be found in apple tree leaves and manchurian apricot. phloretin inhibits the active transport of glucose into cells via sodium-glucose linked transporter (sglt) 1 and 2 with ic50 value of 49±12 μm [2].sglts are a family of glucose transporter which is found in the small intestine mucosa (sglt 1) and nephron proximal tubule (sglt 2). they contribute to the renal glucose reabsorption.after treatment of phloretin, differentiated 3t3-l1 cells exhibited significantly enhanced glycerol and the inhibition of adipogenesis-related transcription factor that were regulated by sglts. additionally, phloretin promoted phosphorylation of amp-activated protein kinase and increased activity of adipose triglyceride lipase and hormone-sensitive lipase [1]. when raw 263.7 cells were cultured from differentiated 3t3-l1 cell media, pt suppressed the sglt-associated nuclear transcription factor kappab and mitogen-activated protein kinase pathways [1].in streptozotocin-induced rat model of diabetes type i, oral administration of phloridzin (5/10/20/40 mg/kg/day) resulted in significant reduction of blood glucose levels and improved dyslipidemia. additionally, administration of phloridzin reduced urine volume and water intake in a dose-dependent manner [3].

Biochem/physiol Actions

Reacts with vic-dicarbonyl compounds such as glyoxal and methylglyoxal, preventing cytotoxic conjugation with biological macromolecules.

Purification Methods

Crystallise phloretin from aqueous EtOH. [Zemplen & Bognár Chem Ber 75 1040 1942, Zemplén Chem Ber 76 386 1943, Beilstein 8 IV 3518.]

References

[1] huang w c et al. , phloretin and phlorizin promote lipolysis and inhibit inflammation in mouse 3t3-l1 cells and in macrophage-adipocyte co-cultures. mol nutr food res. 2013, 57: 1807-1817.
[2] kasahara t, kasahara m. expression of the rat glut1 glucose transporter in the yeast saccharomyces cerevisiae. biochem j. 1996, 315 ( pt 1):177-182.
[3] najafian m, jahromi m z, nowroznejhad m j, phloridzin reduces blood glucose levels and improves lipids metabolism in streptozotocin-induced diabetic rats. mol biol rep. 2012, 39(5): 5299-306.

Phloretin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Phloretin manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Phloretin 60-82-2
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-23
Chongqing Zhihe Biopharmaceutical Co., Ltd.
Product
Phloretin 60-82-2
Price
US $0.00-0.00/kg
Min. Order
0.10000000149011612kg
Purity
99%
Supply Ability
20tons
Release date
2024-05-19
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Phloretin 60-82-2
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-03

60-82-2, PhloretinRelated Search:

4'-Methylpropiophenone Triacetonamine 1,1,3-Trichloroacetone Di(trimethylol propane) 3'-Hydroxypropiophenone Puerarin 4-Trifluoromethylphenol Tris(hydroxymethyl)aminomethane Citric acid monohydrate Trimethylolpropane NARIRUTIN Naringenin PICRIC ACID Propiophenone Phlorizin PHLORETIN-4,4'-DIMETHYL ETHER 6,8-DIMETHYL-4',5,7-TRIHYDROXYFLAVANONE ERIOCITRIN

  • 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one
  • 2,4,6-Trihydroxy-B-(4-Hydroxyphenyl)Propiophenone
  • Phloretin,98%
  • β-(4-hydroxyphenyl)-2,4,6-trihydroxypropiophenone
  • PHLORETIN(RG)
  • 1-Propanone, 3-(4-hydroxyphenyl)-1-(2,4,6-
  • Dihydronaringenin
  • Floretin
  • trihydroxyphenyl)-
  • β-(4-Hydroxyphenyl)-2,4,6-trihydroxypropiophenone, 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone, 2μ,4μ,6μ-Trihydroxy-3-(4-hydroxyphenyl)propiophenone
  • 2',4,4',6'-Tetrahydroxy-α,β-dihydro-trans-chalcone
  • Phloretol
  • Phloretin,β-(4-Hydroxyphenyl)-2,4,6-trihydroxypropiophenone, 2′,4′,6′-Trihydroxy-3-(4-hydroxyphenyl)propiophenone, 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone
  • Phloretin(Dihydronaringenin)
  • 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone 2',4',6'-Trihydroxy-3-(4-hydroxyphenyl)propiophenone
  • Asebogenol
  • Nano Liposomal Phloretin
  • Nanoactive Phloretin
  • NSC 407292
  • RJC 02792
  • Liposomal Phloretin,Water Soluble Phloretin,NanoActive Phloretin, Phloretin NanoEmulsion
  • Phloretin Synonyms 2',4',6'-Trihydroxy-3-(4-hydroxyphenyl)propiophenone
  • 1-Propanone, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-
  • Phloretin 2',4',6'-Trihydroxy-3-(4-hydroxyphenyl)propiophenone
  • PHLORETIN
  • PHLORETIN (NATURAL)
  • METHYL-4-4-(4-HYDROXYDIPHENYL METHYL)-PIPERIDINE-1-OXOBUTYL-2,2-DIMETHYLPHENYL ACETIC ACID.FEXOFENADINE INTERMEDIATE
  • 2',4',6',4-TETRAHYDROXYDIHYDROCHALCONE
  • 2,4,6-TRIHYDROXY-BETA-(4-HYDROXYPHENYL)PROPIOPHENONE
  • 2',4',6'-TRIHYDROXY-3-P-HYDROXYPHENYLPROPIOPHENONE
  • 2',4',6'-TRIHYDROXY-3-(4-HYDROXYPHENYL)-1-PROPIOPHENONE
  • 2',4',6'-TRIHYDROXY-3-(4-HYDROXYPHENYL)-PROPIOPHENONE
  • BETA-(4-HYDROXYPHENYL)-2,4,6-TRIHYDROXY-PROPIOPHENONE
  • 4,2',4',6'-TETRAHYDROXYDIHYDROCHALCONE
  • 3-[4-HYDROXYPHENYL]-1-[2,4,6-TRIHYDROXYPHENYL]-1-PROPANONE
  • factory Phloretin 60-82-2
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  • Dihydronaringenin|||NSC 407292|||RJC 02792
  • 2'-(beta-D-glucopyranosyloxy)-4',6'-dihydroxy-3-(4-hydroxyphenyl)propiophenone
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